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Induced magnetic field of alkenes in external magnetic fields, field lines in grey. The protons in aromatic compounds are shifted downfield even further with a signal for benzene at 7.73 ppm as a consequence of a diamagnetic ring current. Alkyne protons by contrast resonate at high field in a 2–3 ppm range. For alkynes the most effective ...
The circulating π electrons in an aromatic molecule produce ring currents that oppose the applied magnetic field in NMR. [9] The NMR signal of protons in the plane of an aromatic ring are shifted substantially further down-field than those on non-aromatic sp² carbons. This is an important way of detecting aromaticity.
Heteroarenes are aromatic compounds, where at least one methine or vinylene (-C= or -CH=CH-) group is replaced by a heteroatom: oxygen, nitrogen, or sulfur. [3] Examples of non-benzene compounds with aromatic properties are furan, a heterocyclic compound with a five-membered ring that includes a single oxygen atom, and pyridine, a heterocyclic compound with a six-membered ring containing one ...
Aromatic compounds are often drawn as cyclic alkenes, however their structure and properties are sufficiently distinct that they are not classified as alkenes or olefins. [3] Hydrocarbons with two overlapping double bonds ( C=C=C ) are called allenes —the simplest such compound is itself called allene —and those with three or more ...
The coupling constants then differ because of geometry (cis vs. trans) or connectivity (2-bond vs. 3-bond) and the level of complexity will depend on the differences. Conformational dynamics may reduce or even obliterate the difference between cis and trans couplings, if fast compared to the NMR timescale. There may also be additional couplings ...
A diagram of an aromatic ring current. B 0 is the applied magnetic field, the red arrow indicating its direction. The orange ring shows the direction of the ring current, and the purple rings show the direction of the induced magnetic field. An aromatic ring current is an effect observed in aromatic molecules such as benzene and naphthalene.
In 2011, Jordi Poater and Miquel Solà expanded the rule to open-shell spherical compounds, finding they were aromatic when they had 2n 2 + 2n + 1 π-electrons, with spin S = (n + 1/2) - corresponding to a half-filled last energy level with the same spin. For instance C 60 1– is also observed to be aromatic with a spin of 11/2. [16]
Methine or methylylidene (IUPAC) In organic chemistry, a methine group or methine bridge is a trivalent functional group =CH−, derived formally from methane.It consists of a carbon atom bound by two single bonds and one double bond, where one of the single bonds is to a hydrogen.